Category Archives: Ian Dempsey

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Abram is still new and trying to find his way around. Today he’ll have the added challenge of finding his way around the veteran, Ian Dempsey. Abram’s going to get a piece of some of the most coveted ass on this site.

The boys start off with some kissing and heavy petting. The remove all of their clothing and continue to kiss and rub one another. Ian’s, sees Abram’s cock rock hard and decides to use it as an appetizer. He sucks on it and allows it to stretch his mouth. Abram isn’t the only one with a thick dick, as he soon finds out when he tries to Ian’s down his throat. He’s able to take half of it, which is enough to please Ian.

Ian lubes his ass and then gets on all fours to offer his hole to Abram. Abram pushes his cock right in with no hesitation. And I mean every inch with no warm up strokes. Wow! You can tell that Abram is used to fucking pussy. Ian groans with every thrust Abram offers. Abram flips over and allows Ian to sit on his bare cock. Ian slides up and down Abram’s pole while Abram jacks him off from the back. This is a very lusty pair. Eventually, Ian ends up on his back covered in cum! I’m sure Abram feels much better about being a BSB now!

It’s time for a veteran showdown featuring Ronan Kennedy and Ian Dempsey. The boys have been playing in the snow and are ready to warm up. Sha doesn’t need to direct these two, they have unfinished business from the pool table scene and have been waiting to back with each other.

They start off with some kissing that’s hot enough to heat them both up. They kiss deeply while fondling each other.They undress and continue to softly kiss each other until Ian finds himself on his knees with Ronan’s dick in his mouth. The boys transition onto the bed, where Ian continues to slobber all over Ronan’s meat sickle. I love how cock thirsty Ian can be. Ready for some ass, Ronan straps up and begins to slowly push his dick inside Ian’s tight hole. Ian spreads his legs wide open like the good, experienced, cock loving bottom he can be. He strokes his own big cock as Ronan uses his to batter Ian’s boy pussy. I can only imagine how good it feels to have your hole stretched by Ronan Kennedy but I can come close to guessing by just looking at Ian’s face as he takes it.

They switch positions, allowing Ian to sit right onto Ronan’s boy beater. Ian bounces up and down on him, enjoying every inch of it. Ian just lets his erect cock hang as he rides Ronan’s dick. I drool as it swings on my screen.Ronan starts to fuck that ass hard from below, going balls deep in Ian’s guts. Ian continues to ride Ronan until he blasts cum on his chest. Ronan quickly pulls out and blows a mega load on Ian’s used ass. Wow! Can I be the clean up crew?

Hell yeah! My new favorite bottom, Drake Tyler is back and is sore; but ready to take some more cock. Ian is more than happy to give him all take he can take. But because Drake has been such a good sport, Ian is going to start things off with a nice relaxing massage. This should be hot.

Drake strips down to his boxers and lies on his stomach. Ian gets to work, massaging Drake’s back and making his way down to his perfect ass. I do admire Ian’s technique. If I had that big beautiful butt in front of me I wouldn’t be able to take my hands off of it either. It’s obviously turning Drake on because the lad can’t stop moaning and squirming. Ian undresses and pulls his erect cock out of his briefs. He gets back to massaging Drake’s ass and soon finds his tongue in his hole. Oh my! Drake is in instant ecstasy. His moans louder as Ian continues to lick his big beautiful ass.

“I’m so ready for this cock” Drake says as he watches Ian reach for the lube and condom. Ian straps up and pushes right inside Drake’s anxious hole. Ian takes his time, letting Drake’s wall get used to his dick. He gets it rights where he wants it and starts to pounds away, sending drake into a fit. Damn, I love the sound of Drake’s moans, he’s got me dropping precum just listening to him. Ian works his hole over good, giving the boy just what he wants.

Drake gets up and sits right onto Ian’s man pole. Drake knows how to take dick and ride it! He bounces up and down, using every inch of Ian’s dick like his own personal toy until he’s firing a hot load all over the place! He jumps off and sucks Ian’s dick, which is still hot from being in his ass. It doesn’t take long before Ian is popping his cum right into Ian’s mouth. This is a hot pairing. Where’s my sequel?

Boys will always be boys and BSB boys will definitely be BSB boys. That’s why it should be no surprise that Ian and Tyler will find themselves looking up gay sex positions and porn on Ian’s cellphone. Looks like they’re looking for trouble…again.

Tyler gets thing started by enticing Ian to lick his thick cock; Ian wastes no time. He pulls down Tyler’s shorts and gets right to work. He wraps his lips around Tyler’s cock and sucks him right down to his balls with no hesitation. Tyler lets out some sultry moans while watching Ian blow him. Tyler then pulls Ian to the edge of the bed and fucks his mouth while simultaneously sucking is cock. Ian takes every inch of Tyler’s dick while having his face smashed.

The boys move into a “wheel barrel” position, placing Ian on his hand with his legs elevated on the bed. Tyler slides his man bat right into Ian’s awaiting ass and fucks him hard. “Oh yeah” he moans repeatedly while trying to write his name on the walls of Ian’s anal cavity. Ian gets back onto the bed where Tyler continues to fuck his brains out. This is some of the most intense fucking I’ve seen in a while. Tyler is using his dick to dig deep into Ian’s body and by the sounds, Ian is enjoying every bit of it. With each new position, Tyler maintains his stroke game, effectively pummeling Ian’s booty. After damn near breaking Ian, Tyler pulls out an cums all over his ass and then shoves his cock back inside for good measure. Ian follows suit and explodes; sending jazz all over his abs.

Like the beginning of a wet dream, we find a Dakota, Ian, and Tyler in the gum lifting weights. They must get hot quickly because soon their loosing clothes left and right. When Ian tries to take his turn on the bench, Dakota takes full advantage and begins to tea bag him. Ian certainly doesn’t mind! Turned on by what he sees, Tyler joins the action by taking Ian’s stiffening cock into his mouth. As good as Tyler’s head game is Ian can’t afford to be distracted with Dakota’s pet boa bouncing in and out of this throat.

Tyler lifts Ian’s lets into the air, and pushes his dick into Ian’s hot hole, raw! He fucks Ian like it’s a part of his workout, hard and fast. Dakota continues to stroke Ian’s throat with his cock. While keeping his dick in Ian’s mouth, he bends over to suck his dick. Ian is officially 69ing while getting his hole banged out. Must be nice

Tyler slowly slides out of Ian, who gets up and allows Dakota to sit on the bench. Ian then tries to take both Tyler and Ian’s cocks at the same time but is only able to take Dakota’s completely in. He’s not quite that open…yet! He rides Dakota hard as Tyler enjoys the sight. Jealous of the hot hole Dakota is enjoying, Tyler flips Ian over and resumes pounding that ass himself. These boys put on a real exhibition on how to burn some calories. Dakota lies on the bench and allows his workout buddies to cum all over him before standing up and dumping his own load on Ian.

How is it that Vadim and Ian haven’t been paired together before? These two are so fucking hot that I can’t afford to waste any time on an intro. Let’s do this.

The boys embrace and begin kissing softly while peeling each other’s shirts off. While continuing to kiss, Ian’s hand explores Vadim’s chiseled body. The boys get completely naked and assume the 69 position in order to taste each other’s hardening cocks. They swivel and bob their heads on each other’s dicks, until they are both fully erect.

Ian pulls Vadim to the edge of the bed and slowly pushes his dick inside. He gets every inch inside and gives Vadim a moment to get used to it before really puts his cock to work. Ian hold Vadim’s’ legs apart while plunging his ass with that thick dick of his. He stops momentarily to kiss Vadim more. Unable to decide between slowing down and kissing those luscious lips or continuing to fuck that tight ass; Ian pulls Vadim even closer so that he can do both. He then picks Vadim completely off of the bed and fucks him while Vadim holds on tightly. Vadim moans and groans while being manhandled by Ian. Ina gets his fuck boy back on the bed and continues to stroke his hole deeply. Once on all fours, Vadim opens up nicely and allows Ian to really batter that booty. Ian does a very good job of walking the line between love making and fucking; that takes skill folds. His skill and ability as a top are written all over Vadim’s lusty face, and evident in his sultry panting. Ian shuts him up briefly by tying up his tongue with his own. These two are so into each other that when the cum there’s boy batter everywhere; all over Vadim’s back, ass, and abs.

Zak Parker may be new to BSB but in my opinion he’s getting preferential treatment as he’s going to be able to fuck Ian Dempsey his first time out of the gate. Zak has decided to make a little more money for his tuition with BSB and he’s being rewarded with getting some of the best ass BSB has to offer.

Right from the start these boys all over each other. Ian is doing all he can to get Zak comfortable and it seems to be working. While kissing, Ian’s hand finds its way up Zak’s shorts. Zak’s hand makes a similar trip and he is soon jacking Ian off. Ian kisses his way down to Zak’s cock and he wraps his lips around it. Zak’s eyes roll to the back of his head as Ian’s head continues to bob up and down on his beautiful meat pole.

The boys separate long enough for Ian to lube his ass. He lays face down on the bed, offering his sweet hole to the newbie, who gently presses inside. It doesn’t take him long to find his rhythm. Zak fucks him slowly while takin time to plant a few more kissing on Ian. Zak grabs Ian by the hips and pulls him up. He picks up the pace and begins to fuck that ass like pussy. Ian’s ass bounces off Zak beautifully. That is the best part about watching Ina get fucked. Zak gets Ian on his back, allowing Ian to stroke his cock while getting pounded. He doesn’t have to do all the work because Zak stops fucking him momentarily to taste his dick once more. Once he resumes pummeling his hole, it’s only a matter of time before Ian blasts hot jizz all over his abs. Zak cums al lover his mentor’s pubes. The scene ends lite it began, with a gentle yet steamy kiss.

How does a simple game of pool turn into an orgy? When the stakes revolve around a blow job. Once Ian makes his final shot, Brody gets down on his knees to pay up. He pulls Ian’s dick right through his BSB underwear and begins to suck on it. It’s safe to say that despite his newbie status, he’s becoming one of the best cocksucker s on the site. As he gives s was world class blow job; their buddies, Ronan and David watch and begin to stroke their cocks.

Brody stands and Ian starts to fondle his cock before getting on his knees and taking full advantage of the boy’s hard on. Ian sucks that meat-sicle like a true cock hungry pro. Brody moans in pleasure as their audience continues to stroke. Brody bends Ian over the pool table and pushes his pole deep inside. Once he’s in, all bets are off. He fucks Ian nice and hard. Ian’s ass bounces nicely off Brody, what a delicious site.

Sick of just watching Brody get all the action, Ronan comes over and takes over fucking Ian while David gets on his knees and services Brody. Ian groans out as Ronan’s big monster cock stretches his hole even more. Being the pro that he is, Ian takes every inch of it. The boys switch, allowing David to get his chance to fuck Ian’s juicy booty on the pool table. Brody and Ronan also end up on the pool table, making out and exchanging blow jobs. After getting a blow job form David, Ian gets on his knees and lets all three boys cum on him at the same time. Ian releases his load after the first drop lands on his chest. I should play pool more.

Conner is sticking around and today he is going to be rewarded for his loyalty with some of Ian’s ass. If Ian is anything like me, then his ass must be aching in anticipation of feeling Conner’s hot dick inside of him.

Ian gets down on his knees and begins to suck Conner’s dick like a boy in heat. Anyone who has been a fan of BSB knows that Ian is definitely one of the best cock suckers around. So it should be no surprise that the way he blows Conner has my pants shrinking. Ian licks every vein on Conner’s shaft and consistently takes it deep. Once they switch places, Conner returns the favor; taking more than half of Ian’s large man bat.

Conner bends Ian over the bed and pushes his big prick right inside of his hole. Conner does not waste any time pounding away. This is one boy that knows how to put his weight into a good fuck. Ian sounds like he’s definitely enjoying it, moaning and grunting in pleasure. Conner tosses the lamp on the night stand aside and replaces it with Ian. That right. Ian gets fucked deep and hard on the night stand! Conner is a good rough fuck and I love it! By the time the boys switch positions they’re ready to burst. They both bust thick wads of cum all over Ian’s body.

Here’s a combo we haven’t seen in a while: Kaden Alexander and Ian Dempsey. But there’s a small twist, today it will be Ian doing the fucking. I love watching Kaden’s tight, muscular, mixed ass get fucked.

After some hot kissing Ian finds his way down Kaden’s dick and takes all of it down his throat. Kaden sounds pleased, but that doesn’t stop him from fucking Ian’s pretty little mouth. Once his cock is soaking wet with saliva, Kaden pushes Ian back onto the bed and wraps his lips around his pole. Kaden goes ham; sucking like a dick starved junkie. He must be anticipating a pounding form Ian. He gets spit all over Ian’s rod.

Ian Dempsey Fucks Kaden Alexander

Speaking of pounding, once he’s had his fill of Ian’s sausage Kaden lubes it and slides right on top of it. Riding reverse cowboy style, Kaden takes every inch of that dick. Over the years Kaden has not only gotten used to taking dick but may be growing to like it. He grinds and winds on Ian’s pole, thoroughly enjoying himself. Once Ian’s is in control, Kaden is bent over the bed and deeply plowed. It’s nice to see that hole opened wide. Once he’s ready to cum, Kaden’s fat dick releases a thick wad of cum. Ian pops off a nice load himself, getting Kaden nice and wet.